Calcium choline citrate salt of p-amino salicylic acid



Patented Oct. 13, 1953 2,655,529

UNITED STATES PATENT OFFICE- CALCIUM CHOLINE CITRATE SALT F -AMINOSALICYLIC ACID Heinrich Hopi! and Hermann Spaenig, Ludwigshafen (Rhine),Germany No Drawing. Application January 31, 1952, Serial No. 269,341. InGermany February 1, 1951 1 Claim. (Cl. 260-501) 1 2 This inventionrelates to new derivatives of The reaction may also be carried out inorpara-aminosalicylic acid and to a process for ganic solvents. Examplesof other acid choline producing them. salts which are suitable for theprocess of the The difficultly soluble calcium salt of parapresentinvention are the acid choline salts of aminosalicylic acid contains onecalcium atom 5 tartaric acid, maleic acid and butene tetracarperpara-aminosalicylic acid residue and can be boxylic acid.

prepared according to application Serial No. The following example willserve further to 213,796 by the reaction of para-aminosalicylicillustrate this invention but the invention is not acid with anequimolecular amount of a calcium limited to this example. The parts areby weight.

compound.

We have now found that therapeutically val- Example uable derivatives ofpara-aminosalicylic acid can be obtained by reacting the saiddifiicultly soluble 340 Parts of a dimcllltly Soluble (58-16mm 5811?alcium salt of para aminosancylic acid 0f para-aminosalicylic acid(havIng a calcium about the equimolecular amount of a choline content of162%) are suspended 111 500 Parts 0! salt of a polybasic acid whichstill contains a Water and 400 Parts of a 70% aqueous solution hydrogenatom replaceable by a metal of monocholine citrate (molecular ratioabout The preparation f the new pam aminosa11 2:1) are added. As soon asa clear solution has cylic acid derivatives may be carried out by beenformed, it is clarified with animal charcoal ing about the equivalentamount of the diflicultly d evaporated d r uc d p ssu e. The solublecalcium salt of para-aminosalicylic acid calclum-cholme-qitrlc -p oslicylic in aqueous suspension to an aqueous solution of acid double salt15 Obtained as 8 White Df W an acid choline salt of the said kind, suchas This new salt is useful as a c sta cmonocholine citrate ormonocholine phosphate, What We claim and stirring until a clear solutionhas been A n h yhc a id derivative of the formed. After evaporationunder reduced presformula sure, there separates a calcium-choline-citricacid-para-aminosalicylic acid double salt which 0 8 0 has the followingformula:

H0 NH: omoooccooc HO c OON(CHJ)QCH2CH|OH on HzCOOCa 00c coON(CH;);CH:CH:OH no mi,

HEINRICH HOPFF. 011:0 0008 000 HERMANN SPAENIG.

no NH:

No references cited.

